Holiday rentals in Downtown, Pensacola

Flat in Downtown Pensacola

5 out of 5 average rating, 40 reviews

Classic Coastal Getaway in Downtown + Free Parking

Looking for a cool place to stay while visiting Pensacola? Look no further! Our classic coastal getaway is the perfect home base for all your adventures! This one bedroom apartment has a full kitchen, super comfy queen size bed & pull down full size murphy bed, plus a cozy gas fireplace. This apartment is on the second floor of a beautiful historic home in downtown and within walking distance to restaurants, shopping, nightlife, etc. Only 10 miles to the beautiful white sands of Pensacola Beach!

4.94 out of 5 average rating, 35 reviews

Beach front, Perdido Key,Ocean view, private patio

Vacation on the beach at Beach Colony Resort in Perdido Key the best kept secret in Florida! Condo sleeps 8 comfortably w/ 2 bedrooms. The beautiful kitchen flows into the dining/living room! Amenities: tennis, patio, 3-pools, hot tub, charcoal grilling, weight/fitness room, and outside common area, and parks. Minutes from : 12 min Orange Beach, 20 min Gulf Shores, 35 min Pensacola Beach! Have it all beaches, pools, boat, sports, grocery, parks, & restaurants. Book your families next vacation!!

4.94 out of 5 average rating, 32 reviews

Cozy Cottage at Purple Parrott

Beautifully decorated cottage with 3 bedrooms and 2.5 baths. A king bed in the master, and queen beds in the 2nd and 3rd bedrooms. Resort Amenities: Enormous pool, featuring a waterfall, hot tub & Tiki Bar with live music; fitness room; sauna; heated indoor pool & indoor hot tub. Short 10 minute walk (3 min. drive) to the beaches & Gulf Islands National Sea Shore. Excursions: 3 golf courses, including an Arnold Palmer designed course; wreck diving; deep sea and inshore fishing.

4.89 out of 5 average rating, 110 reviews

Townhouse in Gulf Beach

4 BR Perdido Key Beach Home

THIS RESORT VILLA IS a MUST STAY. Located in the coveted golf community of Lost Key Resort Villas on Perdido Key Drive in Pensacola, Florida. Offers the best of FL living, championship golf, white sugar sand beaches and the beautiful blue water of the Gulf of Mexico. You will also find many restaurants, a marina, & pool & fitness center within minutes. This stunning 2128 sf home can accommodate up to 13 people with 4 Bedroom and 4 Bathrooms & 2 car garage. Relaxation at it's best.

4.95 out of 5 average rating, 204 reviews

Apartment in Pensacola

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BA condo, furnished with vibrant coastal decor. Situated in the exclusive Purple Parrot gated resort, this tropical paradise offers a carefree island lifestyle. Just minutes from beautiful beaches, marinas, and top restaurants, you'll find everything you need for a perfect getaway! Our unit is just steps from the expansive outdoor pool area, featuring a grotto waterfall, a relaxing island hot tub, and plenty of sunbathing space.

Apartment in Pensacola Beach

4.97 out of 5 average rating, 90 reviews

Ocean view. Steps to beach & pool! Sleeps 7+

Hipnautic View @ Villas on the Gulf. BLDG L (Top Beach Spot!) Enjoy your ocean patio view steps to the beach, pool and duck ponds with fountains. Modern upgrades, wi-fi, full kitchen, washer/dryer, flat screens, books & games. King bed in primary BR, 2 Fulls in guest, plus pull-out mattress & sofa. Super family-friendly, your Villa is closest to the beach, connected by lit garden walkway. No long treks. Contact us for special rates! 23 TO RENT. NO PETS. NO SMOKING OR MARIJUANA.

Superhost

4.89 out of 5 average rating, 37 reviews

Scott Cottage-Pet Friendly-dining,shopping,beaches

You will be close to everything when you stay at this centrally-located home in Pensacola. The perfect place for you & your friends or family for a weekend visit, business trip, or sun filled beach vacation! The cottage is just a short drive to Pensacola Beach and the exciting and historical Downtown District. Shopping, dining at local eateries, exploring museums or watching the Blue Wahoos Baseball Team at the amazing waterfront stadium will make lasting memories for everyone.

Apartment in Pensacola Beach

4.95 out of 5 average rating, 20 reviews

The Flirty Flamingo - Emerald Isle 207

Welcome to Your Ultimate Beachfront Escape! Indulge in the epitome of luxury and relaxation with our stunning 2 bedroom/2 bathroom beachfront condo vacation rental. Nestled along the Gulf, this exquisite condo promises an unforgettable seaside getaway for you and your loved ones. Breathtaking Ocean Views! Wake up to the gentle sound of waves crashing against the shore and soak in panoramic views of the sparkling azure waters right from your private balcony.

4.97 out of 5 average rating, 120 reviews

Summer House - Beach & Downtown

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

4.98 out of 5 average rating, 46 reviews

Villa in Gulf Beach

Spring Special - 20% Off Nightly Rate

Welcome to 'Cast A Wave': Your Perfect Getaway! - Spacious 3-bedroom, 2.5-bath home accommodating up to 8 guests. - Enjoy breathtaking Gulf views and a relaxing screened-in balcony. - Access to Lost Key Golf & Beach Club's amenities, including pools, fitness center, and golf. - Nearby attractions offer plenty of outdoor activities and dining options. - Complimentary shuttle service and full-sized laundry for convenience.

4.98 out of 5 average rating, 46 reviews

Southern Beach Getaway Sleeps 6 Family Comfort

Have fun with your family at this comfortable, professionally decorated home. Outdoor space, fenced yard to play games or relax. Corn hole, croquet, are kept in outside shed as well as beach chairs/umbrella. Sleeps 6 with bunk room and master. It has 2 1/2 baths. Just 1 mile to the beach. Beach gear included (Chairs,Towels). Fully equiped kitchen. Washer and dryer. We accept 1 dog under 20 lbs, no cats with a paid fee.